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Oakwood, OH Homes for Sale under $500,000

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  • /93

    $319,900

    • 4 Beds
    • 3 Baths
    • 1,037 Sq Ft

    435 Triangle Ave, Dayton, OH 45419

    Charming Oakwood gem lovingly cared for and thoughtfully updated by proud owners — now ready for its next lucky chapter! Lush, professional landscaping and absolutely picture-perfect curb appeal make a phenomenal first impression and set the tone for everything you'll find inside. Step through the front door to discover beautifully refinished hardwood floors gleaming underfoot, fresh neutral

    Agent Photo

    Mark Peebles

    NavX Realty, LLC

    (326) 215-2346

    435 Triangle Ave, Dayton, OH 45419
  • /33

    $325,000

    $12K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,725 Sq Ft

    451 Orchard Dr, Dayton, OH 45419

    Discover timeless charm in this delightful 2-story, 2-unit home in Oakwood, presenting an exceptional opportunity for multi-generational living or income potential with each unit having 2 bedrooms and 1 full bath. This classic brick residence immediately welcomes you with its inviting front porch, hinting at the warmth within. Sellers have updated the roof in 2025, furnace for the upstairs unit

    Agent Photo

    Lisa Goris-May

    Glasshouse Realty Group

    (326) 867-4393

    451 Orchard Dr, Dayton, OH 45419
  • /25

    $222,900

    Open Sat 1PM - 3PM $27K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 916 Sq Ft

    560 Irving Ave, Dayton, OH 45409

    Adorable 2-bedroom home in sought-after Oakwood right near University of Dayton! Gorgeous original hardwood floors add timeless charm, while the clean, inviting interior makes this home truly move-in ready. The kitchen features stainless steel appliances and plenty of character. Enjoy outdoor living in the fenced backyard with a convenient storage shed. An unfinished basement offers excellent

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    Meghan Dwyer

    Irongate Inc.

    (326) 266-7286

    560 Irving Ave, Dayton, OH 45409
  • /70

    $335,000

    $5K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,469 Sq Ft

    335 East Dr, Dayton, OH 45419

    Lovingly updated and exceptionally well-cared for, 335 East Drive is ready to welcome you home. Located just a short walk from the fantastic Shops of Oakwood, this property combines a charming neighborhood feel with unbeatable convenience.Property Highlights:4 Bedrooms & 2 Full Bathrooms: Plenty of space for family and guests.Attached Garage & Mudroom: A rare and convenient drop-zone

    Jennifer Thompson eXp Realty

    335 East Dr, Dayton, OH 45419
  • /58

    $499,900

    • 4 Beds
    • 3 Baths
    • 2,250 Sq Ft

    142 Greenmount Blvd, Dayton, OH 45419

    Welcome to this exceptional brick home, ideally located on one of Oakwood's most picturesque boulevard streets, just a block from the Jr./HS and a short distance to the elementary school. This spacious residence exudes charm and character, beginning with a lovely, covered porch that invites you inside. Upon entering, you are greeted by a large living room featuring a beautiful fireplace and

    Jill Aldineh RE/MAX Victory + Affiliates

    142 Greenmount Blvd, Dayton, OH 45419
  • /63

    $399,900

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,409 Sq Ft

    222 Wisteria Dr, Dayton, OH 45419

    Welcome to 222 Wisteria, a newer home that blends into this charming early 20th century neighborhood while offering generous, flexible spaces for modern living. The showstopper is the oversized primary suite with a sitting area where you can unwind in front of the fireplace at the end of the day. An ensuite bath and walk-in closet complete a retreat you won't want to leave. Two additional

    Toni Donato Shade Coldwell Banker Heritage

    222 Wisteria Dr, Dayton, OH 45419
  • /49

    $374,900

    $1K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,952 Sq Ft

    333 Oakwood Ave Unit 2, Dayton, OH 45409

    Discover unparalleled elegance and convenience within Oakwood's coveted Le Continental condominium, a residence that redefines sophisticated living. This meticulously updated second-floor unit presents a harmonious blend of classic charm and contemporary upgrades, offering an exceptional lifestyle experience. Originally a three-bedroom layout, one room has been thoughtfully converted into a

    Greg Wright RE/MAX Alliance Realty

    333 Oakwood Ave Unit 2, Dayton, OH 45409
  • /12

    $400,000

    • 4 Beds
    • 4 Baths
    • 4,995 Sq Ft

    2100 Shroyer Rd Unit 1-4, Oakwood, OH 45419

    Fully occupied 4 unit investment property. Each unit has a detached garage, washer and dryer hook ups, stove, refrigerator and dishwasher. Tenants pay gas and electric. Landlord pays water and trash.

    Andy Wertz Wertz Realty Inc.

    2100 Shroyer Rd Unit 1-4, Oakwood, OH 45419
  • /32

    $360,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    9 Dellwood Ave, Dayton, OH 45419

    Experience the best of Oakwood living in this beautifully cared-for 3-bedroom, 2-bath home, perfectly positioned just minutes from Oakwood High School, scenic parks, local shopping, dining, and everyday conveniences. A welcoming front porch invites you to relax and enjoy the charm of this beloved tree-lined neighborhood. Step inside to discover a light-filled interior featuring comfortable,

    Bob Biedenharn Howard Hanna Real Estate Serv

    9 Dellwood Ave, Dayton, OH 45419
  • /31

    $374,500

    $25K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,670 Sq Ft

    320 Claranna Ave, Dayton, OH 45419

    Timeless charm meets modern elegance in this beautifully renovated 3-bedroom, 2-bathroom brick Tudor home offering approximately 1,700 square feet of thoughtfully designed living space. Behind the distinctive turquoise arched entry door awaits a completely transformed interior that honors classic architectural details while delivering contemporary comfort. The main level showcases gleaming

    Eugene F. Pridgett III CENTURY 21 The Gene Group

    320 Claranna Ave, Dayton, OH 45419
  • /40

    $493,300

    • 4 Beds
    • 2.5 Baths
    • 2,296 Sq Ft

    3 Forrer Blvd, Dayton, OH 45419

    Located in Oakwood this charming 4-bedroom, 3-bath home is full of character and timeless appeal! Featuring beautiful hardwood floors, spacious living areas, and classic architectural details throughout, this home offers the perfect blend of comfort and functionality. Enjoy relaxing or entertaining on the deck just off the family room, overlooking the private backyard complete with a

    Jennifer Hill BHHS Professional Realty

    3 Forrer Blvd, Dayton, OH 45419
  • /49

    $259,900

    $5K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,321 Sq Ft

    2610 Shroyer Rd, Dayton, OH 45419

    Well-maintained and charming home located in Oakwood City Schools. Covered front porch open to light-filled and cozy living room, with hardwood floors and decorative fireplace. The renovated kitchen includes stainless steel appliances, granite countertops, pantry, open to breakfast room and walkout to private backyard w/ new custom patio. Large formal dining room. Second floor with hardwood

    Rogier Slingerland Comey & Shepherd

    2610 Shroyer Rd, Dayton, OH 45419
  • /49

    $324,900

    • 3 Beds
    • 1.5 Baths
    • 1,554 Sq Ft

    201 Wiltshire Blvd, Dayton, OH 45419

    Welcome to this delightful corner-lot home in the heart of Oakwood, where timeless charm meets modern convenience. Just one block from Smith Elementary, this residence features a welcoming porch that invites you inside. Step into the spacious living room, highlighted by original built-ins and a cozy fireplace hearth that serves as the focal point. The seamless flow into the dining room creates an

    Jill Aldineh RE/MAX Victory + Affiliates

    201 Wiltshire Blvd, Dayton, OH 45419
  • /49

    $360,000

    • 3 Beds
    • 1.5 Baths
    • 1,720 Sq Ft

    360 East Dr, Dayton, OH 45419

    This Oakwood gem is an absolute charmer! Enter through the double front doors beneath the stately portico and step into the entry room with its elegant, curving staircase.The entire home is filled with natural light filtering through custom, slatted blinds. The dining room has an outside/inside feel thanks to the windows and door that open onto the terrace and backyard. The kitchen wall has been

    Peter Davies Irongate Inc.

    360 East Dr, Dayton, OH 45419
  • /46

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 1,924 Sq Ft

    242 Lonsdale Ave, Dayton, OH 45419

    Discover this timeless residence nestled in the desirable Oakwood neighborhood and within the Oakwood School District! Offering both classic charm and modern comforts, this captivating two-story home features three bedrooms and one and a half baths; and it includes 1482 square feet of living space plus 442 sq ft for a full, (semi) finished basement (assessor data). A Detached Two-Car Garage and

    Jerry Williams Wright-Patt Realty, Inc.

    242 Lonsdale Ave, Dayton, OH 45419
  • /30

    $350,000

    • 3 Beds
    • 1.5 Baths
    • 1,744 Sq Ft

    406 East Dr, Dayton, OH 45419

    Oakwood charm meets move-in ready perfection at 406 East Drive. From the moment you step onto the covered front porch, you'll feel right at home. Inside, hardwood floors and updated windows set a warm, bright tone throughout the home. Kitchen is fully functional with eat in dining space. But if you enjoy formal dining the you’ll love the spacious dining room. The bright and airy finished basement

    Toni Donato Shade Coldwell Banker Heritage

    406 East Dr, Dayton, OH 45419
  • /65

    $424,900

    $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,918 Sq Ft

    413 Harman Blvd, Dayton, OH 45419

    Welcome to this delightful 3-bedroom, 3-bathroom Oakwood home that perfectly balances charm and functionality. As you step inside, the spacious living room captivates with bright, natural light that enhances the beauty of the original stone fireplace, creating the ideal atmosphere for relaxation and entertainment. The seamless flow leads to a lovely dining room, perfect for family gatherings. The

    Jill Aldineh RE/MAX Victory + Affiliates

    413 Harman Blvd, Dayton, OH 45419
  • /33

    $424,900

    • 3 Beds
    • 1.5 Baths
    • 1,795 Sq Ft

    117 Lonsdale Ave, Dayton, OH 45419

    LOCATION LOCATION LOCATION ! ! Discover the timeless charm of this exquisite Oakwood residence, with classic architectural details across two meticulously designed stories. The 103 year old house has had only two owners and was last sold in 1970. Rookwood tile covers the entry hall floor, while original tile is in the bathrooms, with hardwood floors in all other rooms. Gorgeous stucco work graces

    Ralph Mantica Kinzeler Realty, LLC

    117 Lonsdale Ave, Dayton, OH 45419
  • /31

    $279,900

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    303 Hadley Ave, Dayton, OH 45419

    Back on the market due to buyer's financing falling through! You'll find all the historic Oakwood charm you'd expect in this 3 bedroom, 1.5 bath home in the heart of town! From the moment you step inside, there's an unmistakable feeling of home. The warmth of the original hardwood floors, the craftsmanship of custom built-ins and the inviting fireplace create a sense of comfort. The main floor

    Marisa Murrow Keller Williams Community Part

    303 Hadley Ave, Dayton, OH 45419
  • /58

    $409,900

    $40K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,693 Sq Ft

    506 Volusia Ave, Dayton, OH 45409

    Welcome to this charming Oakwood beauty, ideally situated near UD and the vibrant downtown, and within a short distance of a cozy coffee shop and a variety of dining options. This home features an inviting front porch, perfect for relaxing afternoons. Inside the porch, discover beautiful hardwood floors and a welcoming entry that leads to a bright living room seamlessly connected to a spacious

    Jill Aldineh RE/MAX Victory + Affiliates

    506 Volusia Ave, Dayton, OH 45409
  • /44

    $399,000

    $36K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,618 Sq Ft

    252 Aberdeen Ave, Dayton, OH 45419

    Charming Oakwood home that boasts timeless character and thoughtful updates! The main level features beautifully refinished hardwood floors, complemented by a modern, neutral color scheme and stylish lighting throughout. Elegant baseboards, detailed woodwork, and arched doorways add to its appeal. The three-season room adjacent to the living area creates an open, airy atmosphere filled with

    Eric Weimer Glasshouse Realty Group

    252 Aberdeen Ave, Dayton, OH 45419
  • /38

    $443,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,191 Sq Ft

    337 Lonsdale Ave, Dayton, OH 45419

    Honey Stop the car! Discover a harmonious blend of comfort and convenience at this delightful home, perfectly situated in a vibrant Oakwood neighborhood. Experience its unique appeal and a sense of community. The property stands as a testament to thoughtful design, providing a welcoming atmosphere for all who enter. The home provides ample room for relaxation and daily routines. The kitchen is

    Leigh Walters-Baumgardner Irongate Inc.

    337 Lonsdale Ave, Dayton, OH 45419
  • /95

    $455,000

    • 5 Beds
    • 2 Baths
    • 2,228 Sq Ft

    338 Forrer Blvd, Dayton, OH 45419

    Lovingly cared for by the same owner for almost 40 years, this exceptional Oakwood residence seamlessly blends timeless character with thoughtful modern updates. Offering more than 2,200 square feet of living space, this spacious home features 5 bedrooms, 2 beautifully remodeled bathrooms, and an ideal location in the heart of Oakwood.From the moment you enter, you'll appreciate the home's

    Emily Pelligra Coldwell Banker Heritage

    338 Forrer Blvd, Dayton, OH 45419
  • /47

    $425,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,902 Sq Ft

    21 Collingwood Ave, Dayton, OH 45419

    Rare Oakwood brick Ranch conveniently located next to Shafor Park-pool/tennis/community center, Oakwood schools. Beautiful, landscaped yard, expansive front porch w/pergola & stone accented pillars. Original refinished oak hardwood throughout. Open layout w/abundance of natural light. Gas fireplace in living room. Large formal dining room. Kitchen has pretty maple cabinets, and plenty of counter

    Kenneth Nelson InternetAgents.us

    21 Collingwood Ave, Dayton, OH 45419
  • /34

    $449,000

    $80K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,030 Sq Ft

    1015 Rubicon Rd Unit A15, Dayton, OH 45409

    Discover an exceptional living experience in this charming Dayton condominium, withover 3000 square feet of living space and perfectly situated to offer both convenienceand a vibrant lifestyle. This inviting residence provides a unique blend of comfort andaccessibility, making it an ideal choice for those seeking a dynamic home environment.Embrace the ease of condominium living

    Teena Jackson Redfin Corporation

    1015 Rubicon Rd Unit A15, Dayton, OH 45409
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